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研究生: 林明松
Lin, Ming-sung
論文名稱: 2-取代菲與9-取代菲在水中水合熱裂之研究
Study of Hydrous Pyrolysis of 2-Substitutedphenanthrene and 9-Substitutedphenanthrene in Water
指導教授: 黃得時
Huang, Ded-Shih
學位類別: 碩士
Master
系所名稱: 理學院 - 化學系
Department of Chemistry
論文出版年: 2007
畢業學年度: 95
語文別: 中文
論文頁數: 62
中文關鍵詞: 9-取代菲2-取代菲
外文關鍵詞: 2-Substitutedphenanthrene, 9-Substitutedphenanthrene
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  • 在高溫高壓的水合熱裂條件下甲菲異構物已被證實可裂解生成菲,而部分異構物間也可以相互遷換,其中2-甲菲和9-甲菲間有相當高的互換比例。在先前假設的反應機制中,菲上的取代基是經由[1,5]的重排得到新的異構化產物,在文獻上,氫作[1,5]遷移的能力優於苯基,而苯基又優於甲基,因此在此一論文中我們主要的研究方向是將菲上的取代基,由甲基置換成苯基,比較2-苯菲和9-苯菲在水中的水合熱裂反應。實驗結果顯示9-苯菲在330oC、300oC以及280oC的溫度下反應三天,皆有2-苯菲的產物產生,而經由比較苯菲及甲菲的水合熱裂的結果可以發現,苯菲水合熱裂所生成的菲,明顯較甲菲少。

    Hydrous pyrolysis of methylphenanthrenes under high temperature and high pressure condition has been proof to generate phenanthrene . In additon, an abnormal high isomerization ratio was observed in the cases of 2-methyl phenanthrene and 9-methylphenanthrene. In our previous proposed mechan icsm, substituted group on phenanthrene might undergo a [1,5] shift to rearran ge to their isomer. According to the literature report, [1,5] hydrogen shift is prior to [1,5] phenyl shift and in consequence [1,5] phenyl shift is prior to [1,5] methyl shift. Thus, in this syudy, hydrous pyrolysis of 2-phenylphenanthren e and 9-phenylphenanthrene were carried out. The results indicated that hydrous pyrolysis of 9-phenylphenanthrene at 330oC for 3 days has the highest transformation ratio between 9-phenylphenanthrene and 2-phenyl phenanthrene. On the other hand, another pyrolyzed product phenanthrene is decreased compare to that in methylphenanthrene.

    中文摘要...........i Abstract............... ii 誌謝………….iii 目錄............v 表目錄…….vi 圖目錄............. vii 第一章 緒論 1 一、引言 1 二、飽和烷類的[1,5]重排 3 三、芳香環類的[1,5]重排 9 四、異原子的[1,5]重排 12 五、有機金屬的[1,5]重排 15 六、水合熱裂 16 七、研究目的 18 第二章 實驗 20 一、實驗藥品 20 二、實驗儀器 21 三、儀器分析 23 四、實驗步驟 24 第三章 結果與討論 32 一、9-苯菲的水合熱裂 32 二、9-甲菲的水合熱裂 36 三、2-苯菲的水合熱裂 38 四、利用水與重水進行水合熱裂的比較 42 第四章 參考文獻 44 附錄 45

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